Moracin U - Compound Card

Moracin U

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Moracin U

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Benzofuran
    • Subclass: Prenylated Benzofuran
Canonical Smiles Oc1cc(O)cc(c1)c1cc2c(o1)c1C=CC(COc1c(c2)O)(C)O
InChI InChI=1S/C19H16O6/c1-19(23)3-2-14-17-11(6-15(22)18(14)24-9-19)7-16(25-17)10-4-12(20)8-13(21)5-10/h2-8,20-23H,9H2,1H3
InChIKey ZSPJQWURBDGIJH-UHFFFAOYSA-N
Formula C19H16O6
HBA 6
HBD 4
MW 340.33
Rotatable Bonds 1
TPSA 103.29
LogP 3.37
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.16
Exact Mass 340.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Morus mesozygia Moraceae Plantae 3054370

Showing of synonyms

  • Fozing CDA (2009). Prenylated arylbenzofuran derivatives from Morus mesozygia with antioxidant activity.. Phytochemistry,2009, 70(2), 216-221. [View] [PubMed]
Pubchem: 42605311

No compound-protein relationship available.

Structure

SMILES: C1=CCCOc(cc2)c1c(c23)oc(c3)-c4ccccc4

Level: 1

Mol. Weight: 340.33 g/mol

Structure

SMILES: c1coc(c12)c3c(cc2)OCCC=C3

Level: 0

Mol. Weight: 340.33 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 340.33 g/mol

Antioxidant

Absorption

Caco-2 (logPapp)
-5.2
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.0
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
67.96
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.96
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.65
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.75
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.7
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
1.0
Rat (Acute)
2.2
Rat (Chronic Oral)
2.94
Fathead Minnow
4.6
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
472.45
Hydration Free Energy
-11.44
Log(D) at pH=7.4
3.08
Log(P)
3.0
Log S
-4.29
Log(Vapor Pressure)
-9.55
Melting Point
300.68
pKa Acid
8.47
pKa Basic
5.33
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9519
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9375
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9333
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9273
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9253
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9177
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9045
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8991
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8956
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8937
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8882
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8813
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8720
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.8705
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8699
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8643
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8558
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8551
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8543
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8441
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8400
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8375
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8341
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.8228
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8198
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8169
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8167
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8037
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8005
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7940
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7859
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7790
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.7780
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7772
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7738
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7718
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7692
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7668
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7664
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7652
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7627
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7618
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7578
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7567
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7549
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7542
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7532
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7513
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7483
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7477
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7451
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7448
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7445
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7417
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial Q6NVY1 HIBCH_HUMAN Homo sapiens 3 0.7413
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7402
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7394
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7373
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7364
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7339
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7336
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7287
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7279
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7276
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7269
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7261
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7254
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7247
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7245
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7243
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7239
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7203
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7196
Interleukin-2 P60568 IL2_HUMAN Homo sapiens 3 0.7173
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7165
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7141
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7136
Rac-like GTP-binding protein ARAC7 O82480 RAC7_ARATH Arabidopsis thaliana 3 0.7123
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7121
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7112
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7092
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7083
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7072
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7040
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7037
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7011
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7001

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